Gossypol

Gossypol is a lipid of Prenol Lipids (PR) class. Gossypol is associated with abnormalities such as Paralytic Ileus, PARKINSON DISEASE, LATE-ONSET, Fibrillation, Hepatic necrosis and Lymphopenia. The involved functions are known as Atrophic, Ulcer, Necrosis, Apoptosis and antagonists. Gossypol often locates in Mucous Membrane, Epithelium, Blood, Microsomes, Liver and Autophagic vacuole. The associated genes with Gossypol are BCL2A1 gene, BCL2 gene, Transgenes, IGH@ gene cluster and Bax protein (53-86). The related lipids are Promega, proteoliposomes, Phosphatidylserines and Liposomes. The related experimental models are Transgenic Model and Xenograft Model.

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Introduction

To understand associated biological information of Gossypol, we collected biological information of abnormalities, associated pathways, cellular/molecular locations, biological functions, related genes/proteins, lipids and common seen animal/experimental models with organized paragraphs from literatures.

What diseases are associated with Gossypol?

Gossypol is suspected in Severe Combined Immunodeficiency, Aortic Valve Insufficiency, PARKINSON DISEASE, LATE-ONSET, Infertility, CLEFT LIP, CONGENITAL HEALED, Pulmonary Fibrosis and other diseases in descending order of the highest number of associated sentences.

Related references are mostly published in these journals:

Disease Cross reference Weighted score Related literature
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Possible diseases from mapped MeSH terms on references

We collected disease MeSH terms mapped to the references associated with Gossypol

MeSH term MeSH ID Detail
Hemolysis D006461 131 associated lipids
Neovascularization, Pathologic D009389 39 associated lipids
Adenocarcinoma D000230 166 associated lipids
Lung Neoplasms D008175 171 associated lipids
Pancreatic Neoplasms D010190 77 associated lipids
Colonic Neoplasms D003110 161 associated lipids
Cattle Diseases D002418 24 associated lipids
Infertility, Male D007248 11 associated lipids
Mammary Neoplasms, Experimental D008325 67 associated lipids
Body Weight D001835 333 associated lipids
Per page 10 20 50 100 | Total 52

PubChem Associated disorders and diseases

What pathways are associated with Gossypol

Lipid pathways are not clear in current pathway databases. We organized associated pathways with Gossypol through full-text articles, including metabolic pathways or pathways of biological mechanisms.

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Pathway name Related literatures
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PubChem Biomolecular Interactions and Pathways

Link to PubChem Biomolecular Interactions and Pathways

What cellular locations are associated with Gossypol?

Related references are published most in these journals:

Location Cross reference Weighted score Related literatures
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What functions are associated with Gossypol?


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Function Cross reference Weighted score Related literatures

What lipids are associated with Gossypol?

Related references are published most in these journals:

Lipid concept Cross reference Weighted score Related literatures
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What genes are associated with Gossypol?

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Gene Cross reference Weighted score Related literatures

What common seen animal models are associated with Gossypol?

Xenograft Model

Xenograft Model are used in the study 'Gossypol induces apoptosis by activating p53 in prostate cancer cells and prostate tumor-initiating cells.' (Volate SR et al., 2010), Xenograft Model are used in the study 'Sorafenib sensitizes (-)-gossypol-induced growth suppression in androgen-independent prostate cancer cells via Mcl-1 inhibition and Bak activation.' (Lian J et al., 2012), Xenograft Model are used in the study 'Natural BH3 mimetic (-)-gossypol chemosensitizes human prostate cancer via Bcl-xL inhibition accompanied by increase of Puma and Noxa.' (Meng Y et al., 2008), Xenograft Model are used in the study '(-)-Gossypol suppresses the growth of human prostate cancer xenografts via modulating VEGF signaling-mediated angiogenesis.' (Pang X et al., 2011) and Xenograft Model are used in the study 'Gossypol induces death receptor-5 through activation of the ROS-ERK-CHOP pathway and sensitizes colon cancer cells to TRAIL.' (Sung B et al., 2010).

Transgenic Model

Transgenic Model are used in the study 'Bcl-2 antagonist apogossypol (NSC736630) displays single-agent activity in Bcl-2-transgenic mice and has superior efficacy with less toxicity compared with gossypol (NSC19048).' (Kitada S et al., 2008).

Related references are published most in these journals:

Model Cross reference Weighted score Related literatures
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NCBI Entrez Crosslinks

All references with Gossypol

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Per page 10 20 50 100 | Total 1511
Authors Title Published Journal PubMed Link
Rathore KS et al. Ultra-low gossypol cottonseed: generational stability of the seed-specific, RNAi-mediated phenotype and resumption of terpenoid profile following seed germination. 2012 Plant Biotechnol. J. pmid:21902797
An T et al. Amino acid derivatives of the (-) enantiomer of gossypol are effective fusion inhibitors of human immunodeficiency virus type 1. 2012 Antiviral Res. pmid:22426469
Tao XY et al. Gossypol-enhanced P450 gene pool contributes to cotton bollworm tolerance to a pyrethroid insecticide. 2012 Mol. Ecol. pmid:22515600
Wagner TA et al. Hemigossypol, a constituent in developing glanded cottonseed (Gossypium hirsutum). 2012 J. Agric. Food Chem. pmid:22369216
Kisim A et al. Pretreatment with AT-101 enhances tumor necrosis factor-related apoptosis-inducing ligand (TRAIL)-induced apoptosis of breast cancer cells by inducing death receptors 4 and 5 protein levels. 2012 J. Cancer Res. Clin. Oncol. pmid:22411600
Bodur C and Basaga H Bcl-2 inhibitors: emerging drugs in cancer therapy. 2012 Curr. Med. Chem. pmid:22414090
Hsiao WT et al. Involvement of Smac, p53, and caspase pathways in induction of apoptosis by gossypol in human retinoblastoma cells. 2012 Mol. Vis. pmid:22876131
Sarwar Gilani G et al. Impact of antinutritional factors in food proteins on the digestibility of protein and the bioavailability of amino acids and on protein quality. 2012 Br. J. Nutr. pmid:23107545
Vshivkov S et al. Capillary electrophoresis to quantitate gossypol enantiomers in cotton flower petals and seed. 2012 J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. pmid:23122406
Zbidah M et al. Gossypol-induced suicidal erythrocyte death. 2012 Toxicology pmid:23041711
Wang Y et al. Small molecule inhibition of the steroid receptor coactivators, SRC-3 and SRC-1. 2011 Mol. Endocrinol. pmid:22053001
Ready N et al. Double-blind, placebo-controlled, randomized phase 2 study of the proapoptotic agent AT-101 plus docetaxel, in second-line non-small cell lung cancer. 2011 J Thorac Oncol pmid:21289522
Zhou DR et al. [Gossypol decreases the expression of connexin 43 in Sertoli cells]. 2011 Zhonghua Nan Ke Xue pmid:22141269
Williams JL et al. Fitness cost of resistance to Bt cotton linked with increased gossypol content in pink bollworm larvae. 2011 PLoS ONE pmid:21738799
Chang Q et al. Drug synergistic antifertility effect of combined administration of low-dose gossypol with steroid hormones in rats. 2011 Chin. Med. J. pmid:21740776
Gunassekaran GR et al. In vitro and in vivo studies on antitumor effects of gossypol on human stomach adenocarcinoma (AGS) cell line and MNNG induced experimental gastric cancer. 2011 Biochem. Biophys. Res. Commun. pmid:21782799
Yin J et al. Novel O-glycosidic gossypol isomers and their bioactivities. 2011 Carbohydr. Res. pmid:21788013
Ouyang DY et al. Valproic acid synergistically enhances the cytotoxicity of gossypol in DU145 prostate cancer cells: an iTRTAQ-based quantitative proteomic analysis. 2011 J Proteomics pmid:21726675
Li H et al. Liposomes containing (-)-gossypol-enriched cottonseed oil suppress Bcl-2 and Bcl-xL expression in breast cancer cells. 2011 Pharm. Res. pmid:21710341
Dash R et al. Apogossypol derivative BI-97C1 (Sabutoclax) targeting Mcl-1 sensitizes prostate cancer cells to mda-7/IL-24-mediated toxicity. 2011 Proc. Natl. Acad. Sci. U.S.A. pmid:21555592
Pang X et al. (-)-Gossypol suppresses the growth of human prostate cancer xenografts via modulating VEGF signaling-mediated angiogenesis. 2011 Mol. Cancer Ther. pmid:21372225
Guo Z et al. [Gossypol acetic acid induces DNA double-strand breaks in human mucoepidermoid carcinoma cell MEC-1]. 2011 Sheng Li Xue Bao pmid:21505732
Ma X et al. Environmental inhibitors of 11β-hydroxysteroid dehydrogenase type 2. 2011 Toxicology pmid:21515335
Mao YB et al. Cotton plants expressing CYP6AE14 double-stranded RNA show enhanced resistance to bollworms. 2011 Transgenic Res. pmid:20953975
Moon DO et al. Gossypol decreases tumor necrosis factor-α-induced intercellular adhesion molecule-1 expression via suppression of NF-κB activity. 2011 Food Chem. Toxicol. pmid:21223991
Mellon JE et al. Inhibitory effects of gossypol-related compounds on growth of Aspergillus flavus. 2011 Lett. Appl. Microbiol. pmid:21291481
Le TT et al. Evidence for a trianion intermediate in the metalation of 4-hydroxy-6,7-dimethoxy-8-methyl-2-naphthoic acid. Methodology and application to racemic 5,5'-didesisopropyl-5,5'-dialkylapogossypol derivatives. 2011 J. Org. Chem. pmid:21174400
Hu ZY et al. Apogossypolone targets mitochondria and light enhances its anticancer activity by stimulating generation of singlet oxygen and reactive oxygen species. 2011 Chin J Cancer pmid:21192843
Baggstrom MQ et al. A phase II study of AT-101 (Gossypol) in chemotherapy-sensitive recurrent extensive-stage small cell lung cancer. 2011 J Thorac Oncol pmid:21918390
Lu Z et al. Mirabamides E-H, HIV-inhibitory depsipeptides from the sponge Stelletta clavosa. 2011 J. Nat. Prod. pmid:21280591
Zhang P et al. Suppression of jasmonic acid-dependent defense in cotton plant by the mealybug Phenacoccus solenopsis. 2011 PLoS ONE pmid:21818315
Lian J et al. A natural BH3 mimetic induces autophagy in apoptosis-resistant prostate cancer via modulating Bcl-2-Beclin1 interaction at endoplasmic reticulum. 2011 Cell Death Differ. pmid:20577262
Spagnuolo C et al. Quercetin downregulates Mcl-1 by acting on mRNA stability and protein degradation. 2011 Br. J. Cancer pmid:21750559
Amm HM et al. Mechanisms of drug sensitization to TRA-8, an agonistic death receptor 5 antibody, involve modulation of the intrinsic apoptotic pathway in human breast cancer cells. 2011 Mol. Cancer Res. pmid:21357440
Granchi C et al. Discovery of N-hydroxyindole-based inhibitors of human lactate dehydrogenase isoform A (LDH-A) as starvation agents against cancer cells. 2011 J. Med. Chem. pmid:21332213
Celorio-Mancera Mde L et al. Transcriptional responses underlying the hormetic and detrimental effects of the plant secondary metabolite gossypol on the generalist herbivore Helicoverpa armigera. 2011 BMC Genomics pmid:22111916
Akagunduz O et al. Radiosensitization of hormone-refractory prostate cancer cells by gossypol treatment. 2010 Oct-Dec J BUON pmid:21229643
Tiliabaev KZ et al. [Synthesis, structures, and acute toxicity of gossypol nonsymmetrical aldehyde derivatives]. 2010 May-Jun Bioorg. Khim. pmid:20644599
Schteingart DE et al. Expression of anti-apoptosis genes determines the response of adrenal cancer to apoptosis-inducing chemotherapy. 2010 Anticancer Res. pmid:21187456
Wu G et al. Responses of three successive generations of beet armyworm, Spodoptera exigua, fed exclusively on different levels of gossypol in cotton leaves. 2010 J. Insect Sci. pmid:21067414
Wei J et al. Synthesis and biological evaluation of Apogossypolone derivatives as pan-active inhibitors of antiapoptotic B-cell lymphoma/leukemia-2 (Bcl-2) family proteins. 2010 J. Med. Chem. pmid:21033669
ZHU Y et al. Involvement of Bcl-2, Src, and ERα in gossypol-mediated growth inhibition and apoptosis in human uterine leiomyoma and myometrial cells. 2010 Acta Pharmacol. Sin. pmid:21102482
Zhan WH et al. [Studies on the killing effect of gamma ray irradiated peripheral blood mononuclear cells combined with (-)-gossypol on human prostate cancer LNCaP cells]. 2010 Xi Bao Yu Fen Zi Mian Yi Xue Za Zhi pmid:21319440
Sung B et al. Gossypol induces death receptor-5 through activation of the ROS-ERK-CHOP pathway and sensitizes colon cancer cells to TRAIL. 2010 J. Biol. Chem. pmid:20837473
Moretti L et al. AT-101, a pan-Bcl-2 inhibitor, leads to radiosensitization of non-small cell lung cancer. 2010 J Thorac Oncol pmid:20354451
Priyadarshi A et al. Structural insights into mouse anti-apoptotic Bcl-xl reveal affinity for Beclin 1 and gossypol. 2010 Biochem. Biophys. Res. Commun. pmid:20206602
Reddish JM et al. (-)-Gossypol containing hen sera and a myosin (-)-gossypol conjugate reduces the proliferation of MCF-7 cells. 2010 Anticancer Res. pmid:20332451
Banerjee S et al. Preclinical studies of apogossypolone, a novel pan inhibitor of bcl-2 and mcl-1, synergistically potentiates cytotoxic effect of gemcitabine in pancreatic cancer cells. 2010 Pancreas pmid:19823097
Liu YX Temperature control of spermatogenesis and prospect of male contraception. 2010 Front Biosci (Schol Ed) pmid:20036980
El-Sharaky AS et al. Spermatotoxicity, biochemical changes and histological alteration induced by gossypol in testicular and hepatic tissues of male rats. 2010 Food Chem. Toxicol. pmid:20832445